237 Bennett St, Fairfield, CT 06825
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Property image
OFF MARKET

237 Bennett St
Fairfield, CT 06825

  • 3 Beds
  • 2 Baths
  • 1,140 sqft

$642,700

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $4,298/mo*
Refinance Your Home

$642,700

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $4,298/mo*
Refinance Your Home
3 Beds
2 Baths
1,140 sqft

Home Value

Trulia Estimate
$643K
Since last month
Decreased$14K (-2.2%)
Since last year
Increased$19K (+3%)
Since last sale
Increased$239K (+58.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$644K
July 2026$650K
June 2026$658K
May 2026$655K
April 2026$641K
March 2026$642K
February 2026$621K
January 2026$613K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
65 Bennett Street, Fairfield, CT
0.16
Single-Family Home
$625,000
08/20/25
4
2
1,724
1346 Stratfield Road, Fairfield, CT
0.43
Single-Family Home
$590,000
11/05/25
3
1.5
1,217
1748 Stratfield Road, Fairfield, CT
0.05
Single-Family Home
$725,000
12/22/25
4
2
1,945
1710 Stratfield Road, Fairfield, CT
0.10
Single-Family Home
$649,000
07/31/26
3
3
1,816
1780 Stratfield Road, Fairfield, CT
0.04
Single-Family Home
$750,000
06/05/26
3
2.5
2,568
1924 Stratfield Road, Fairfield, CT
0.12
Single-Family Home
$432,500
07/06/26
3
1
1,248
575 Church Hill Road, Fairfield, CT
0.17
Single-Family Home
$750,000
05/18/26
3
2
1,689
33 Bennett Street, Fairfield, CT
0.19
Single-Family Home
$955,000
11/13/25
3
2.5
2,082
146 Wheeler Park Ave, Fairfield, CT
0.49
Single-Family Home
$665,000
03/20/26
3
2
1,366
1822 Stratfield Road, Fairfield, CT
0.03
Single-Family Home
$750,000
06/16/26
4
2.5
2,420

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1822 Stratfield Road, Fairfield, CT 06825
0.03
$750,000
4
2.5
2,420
Recently Sold
1780 Stratfield Road, Fairfield, CT 06825
0.04
$750,000
3
2.5
2,568
Recently Sold
257 Bennett Street, Fairfield, CT 06825
0.02
$636,900
3
1.5
1,634
Off Market
1770 Stratfield Road, Fairfield, CT 06432
0.04
$675,300
3
2.5
1,900
Off Market
1770 Stratfield Road, Fairfield, CT 06825
0.05
$679,900
3
2
1,800
For Sale
1748 Stratfield Road, Fairfield, CT 06825
0.05
$725,000
4
2
1,945
Recently Sold
258 Bennett Street, Fairfield, CT 06825
0.03
$657,300
3
2
1,063
Off Market
51 Grandview Road, Fairfield, CT 06825
0.10
$855,000
3
2.5
2,978
Recently Sold
280 Bennett Street, Fairfield, CT 06825
0.05
$761,500
3
2
2,617
Off Market
21 Balmaha Close #21, Fairfield, CT 06825
0.10
$617,000
2
2.5
1,800
Off Market
168 Bennett Street, Fairfield, CT 06825
0.07
$976,000
4
3
2,175
Recently Sold
35 Balmaha Court #35, Fairfield, CT 06825
0.11
$600,000
2
2.5
1,750
Recently Sold

Local Information

  • Map ViewExplore the area around 237 Bennett St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Living Area
1,140 sqft
Price/Sqft
$564
Parking
Garage

About this House

Move right into this beautiful Stratfield gem tucked on a quiet cul-de-sac with a newly fenced-in yard! Enjoy the charm and neighborhood feel of this wonderful cape cod home with 3 full bedrooms, 2 full baths, hardwood floors, wood burning fireplace, 1 car garage, plus a bonus partially finished dry basement! Since purchasing 15 years ago, the owners have diligently continued to update and care for this lovely home. They updated the appliances and installed granite counters in kitchen, updated all the windows with easy clean, energy saving Thermopane windows, updated the 1st floor bathroom, upgraded the heating system, installed a basement waterproofing system and installed energy saving and low maintenance vinyl siding! The 2nd bonus of this great home is the three-season sunroom which is enjoyed year-round by the owners who love the additional space for family and friends. This is an adorable home which you will love from the beautiful front walkway and blue stone steps to the easy to manage fully fenced-in backyard! Come and see! Appointments available all day Saturday and Sunday!
237 Bennett St, Fairfield, CT 06825 is a 3 bedroom, 2 bathroom, 1,140 sqft single-family home built in 1954. It last sold for $405,000 on Dec 3, 2020. It is currently off market. The Trulia Estimate is $642,700, with a rent estimate of $4,379/month.

Home Details for 237 Bennett St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatioPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Dec 3, 2020
Source: Smart MLS #170337787
Sold
$405,000
Oct 20, 2020
Source: Agent Provided
Pending
$400,000
Oct 16, 2020
Source: Agent Provided
PendingToActive
$400,000
Oct 15, 2020
Source: Agent Provided
Pending
$400,000
Oct 6, 2020
Source: Agent Provided
PriceChange
$400,000
Price decreased by 4%

Market trends in Fairfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$957K
$29.79KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$477
$5MoM
Available listings
162
16MoM
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Around this home

What Locals Say about Fairfield

At least 343 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 87 % Say car is needed

  • 85 % Say parking is easy

  • 82 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 61 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 57 % Say it's walkable to restaurants

  • 49 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • teddyabby
    "It’s safe and pretty and everyone looks out for one another. There is a bunch of cute parks and a nice walkable downtown."
    0
    Flag
  • Bnsdkbr225
    "Friendly and beautiful. Close to Lake Mohegan and parks. Lake rights to Lake Hill’s association . "
    0
    Flag
  • Kevin.cohen318
    "Great place to raise a family, incredibly safe and has all the amenities you could want on a year round basis."
    0
    Flag
  • Alexande.pappas
    "Yes walking miking kids walking to school we have public beaches lake’s plenty of restaurants churches"
    0
    Flag
  • Samuel Rivera
    "Great town for families with kids. Fairfield offers great schools, good supermarkets, tons of restaurants and entertainment "
    0
    Flag
  • Timothy Moss
    "Very family friendly. Great place to live for people of any age. I’ve lived here for 10 years now….."
    0
    Flag
  • Kevin.cohen318
    "5 minutes to either I-95, the Merritt Parkway or metro north, train to NYC is just over an hour each way. Great town that’s close to everything but not too close to anything."
    1
    Flag
  • Trulia User
    "My neighbor is safe and friendly and very clean as well. I've lived in this neighborhood over 18 years and absolutely love it. Thank you "
    3
    Flag
  • Trulia User
    "A very well maintained area . Homes streets ,business ,beaches schools ,library’s ( 3 ) . So much to offer !"
    0
    Flag
  • Sauerh
    "My neighborhood is family-oriented with distinct yet harmonious homes with well- kept yards. We are a short trip from Bridgeport, Norwalk, and Stamford with excellent connections via Metro North and I-95."
    5
    Flag
  • Isabellecj
    "Great neighborhood , good schools, close to town and railway station and beach . Very safe and quiet , properties well maintained and kids friendly . Love my neighborhood!"
    3
    Flag
  • Collin M.
    "Tons of events. Parties. Free concerts etc. there is so much fun things to do and see here. Beaches are amazing!"
    0
    Flag
  • Ab h
    "Walk to absolutely everything from hop on the train to yankee stadium or going to your dentist. Beautiful beaches and parks at your fingertips and children’s activities galore."
    0
    Flag
  • Juan G.
    "Quiet, clean and a good place to raise your kids. The school system it’s awesome and you know your kids are in good hands. "
    1
    Flag
  • Imeiers
    "We have neighbourhood block parties, the best trick or treating in town and a wonderful community spirit. Easily one of the best neighbourhoods in Fairfield. "
    5
    Flag
  • Troy P.
    "I work in Fairfield and it’s a wonderful town. The drive from New Haven is pretty easy with 2 route options either 95 or the merit parkway. "
    0
    Flag
  • Juan G.
    "Best in Connecticut, I have lived here for 6 years and my kids love it. If you want a place to raise your kids this it is the place "
    0
    Flag
  • Sar K.
    "Block parties, neighborhood watch, strong neighbor community, varying ages, active community, holiday celebrations: memorial parade, pancake breakfast, Christmas tree lighting, movies at the beach, music on the green, amazing local restaurants, 4th of July fireworks and much more"
    3
    Flag
  • DE
    "Very safe and relatively diverse. Great schools and decent restaurants. The beach is close by and some good golf courses."
    1
    Flag
  • Raquel.noi
    "Would love it, plenty of space for the dogs to run. Walking trails, beautiful neighborhoods to got for a walk. You will love it here!!"
    0
    Flag
  • Raquel
    "Great place, great community environment! It is such nice to go for walks and feel safe. We love that we found our home here!"
    0
    Flag
  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
    Flag
  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
    Flag
  • Alek M.
    "Great town to raise a family, good schools and safe neighborhoods for your kids. Friendly people and clean area all around."
    1
    Flag
  • Fortress.management
    "Excellent schools, great town amenities makes it a great area to raise a family. Commuting to NYC is a little over an hour. Vibrant restaurant scene."
    0
    Flag
  • John S. W. J.
    "A great family oriented town. We love the parks the beaches and the community atmosphere. We couldn’t imagine living anywhere else"
    0
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  • Blythe A. B.
    "Driving to the train station is easy but parking passes are hard to come by unless you find street parking. waiting list is 18 months. "
    0
    Flag
  • Blythe A. B.
    "Everyone walks their dogs. sidewalks are well maintained. there are plenty of parks as well, both dog parks and free space parks. it is well kept by all dog owners, and it’s expected that you pick up after them!"
    0
    Flag
  • Bellaamore99
    "Close to parks, Wholefoods , Homedepo, shopping and metronorth train. Great neighbores . And feel very safe. "
    5
    Flag
  • Mjcejbart
    "Dog walking Mecca at lake Mohegan. All dogs welcome. Very dog friendly. Nice lake and trails to enjoy with or without a dog. "
    0
    Flag
  • Cheetah4455
    "Christmas walk around in Toilsome Hill. Meet the neighbors and everyone brings a different plate of food"
    1
    Flag
  • al .P
    "Lots of dogs on leaches . Not having your dog on a leach is not a good idea . You know your dog but the other does not know your dog "
    1
    Flag
  • Nour Y.
    "One dog can annoy a lot of families since homes are close to each other so multiple dogs barking is even worse"
    5
    Flag
  • Bassickrachel
    "I do see dogs frequently. People seem friendly, neighbors are quiet. I love airfield for the commute and small Town atmosphere."
    1
    Flag
  • Bassickrachel
    "Excellent I am 5 minutes from I-95 and Fairfield Metro Train Station. It is close to grocery stores and it is quite with friendly people."
    0
    Flag
  • Dennis
    "Many dogs that are very pleasant. Owners stop and chat while dogs play. Great way to meet your neighbors."
    0
    Flag
  • Larry
    "Moved here from Dallas and absolutely love it. I commute to downtown New Haven by car and it’s about 30-35 minutes."
    0
    Flag

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Homes for sale near 237 Bennett St

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Off Market Homes Near 237 Bennett St

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Frequently asked questions about 237 Bennett St

  • What is 237 Bennett St estimated to be worth?
    Trulia's estimated value for 237 Bennett St in Fairfield, CT is $642,700.
  • What is the price history for 237 Bennett St?
    237 Bennett St in Fairfield, CT last sold for $405,000 in December 2020.
  • Is Fairfield a buyer's or seller's market?
    Fairfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Fairfield?
    The median sale price in Fairfield is $957K. That is down $29.79K from the prior month.
  • Does 237 Bennett St have laundry facilities?
    Yes, 237 Bennett St in Fairfield, CT has in-unit laundry.
  • How big is the lot at 237 Bennett St?
    The lot at 237 Bennett St in Fairfield, CT is about 0.11 acres (4,792 sq ft).